Methylamine hydrochloride → (S)-(1-Methylcarbamoyl-2-thiazol-4-yl-ethyl)-carbamic acid tert-butyl ester

HRID 651106

Reaction equation

HRID 651106 reaction equation
Cl.[CH3:2][NH2:3].[CH3:4][C:5]([O:8][C:9]([NH:11][CH:12]([C:19]([OH:21])=O)[CH2:13][C:14]1[N:18]=[CH:17][S:16][CH:15]=1)=[O:10])([CH3:7])[CH3:6]>>[C:5]([O:8][C:9]([NH:11][C@@H:12]([CH2:13][C:14]1[N:18]=[CH:17][S:16][CH:15]=1)[C:19]([NH:3][CH3:2])=[O:21])=[O:10])([CH3:4])([CH3:6])[CH3:7]

Participants

3

Reactant 2

HCID 6364545Methylamine hydrochlorideHCID 145403222-((tert-Butoxycarbonyl)amino)-3-(thiazol-4-yl)propanoic acid

Product 1

HCID 22850398(S)-(1-Methylcarbamoyl-2-thiazol-4-yl-ethyl)-carbamic acid tert-butyl ester

Procedure

Methylamine hydrochloride (1.2 mmol) and Boc-L-3-(4-thiazolyl)alanine (1.0 mmol) were coupled according to Procedure A (0-25° C. reaction temperature, acid wash omitted) and the product used without further purification. Yield, 250 mg, 88%.

Workup

  1. customthe product used without further purification
  2. customYield

Sources & evidence

ORD record
ord-0991791ec76a4a95a874a3d3b169645c
Source dataset
uspto-grants-2001_08
Patent number
US06277877B1

Linked notes

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